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Used Jeep Cherokee for Sale near Winsted, CT

654 results

Year:
2019
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
271 hp 3.2L V6
Exterior color:
Gray
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
92,598
Stock #:
40921
VIN:
1C4PJMDX9KD440921
Gray 2019 Jeep Cherokee Limited 4WD SUV / Crossover Four-Wheel Drive Automatic
Price drop

-$400

Sponsored Listing

2019 Jeep Cherokee

Limited 4WD

92,598 mi

New Haven, CT
46 mi away
Good Deal

$14,498

$14,098

Year:
2019
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
180 hp 2.4L I4
Exterior color:
Gray
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
58,213
Stock #:
V26263
VIN:
1C4PJMLB8KD258634
Gray 2019 Jeep Cherokee Latitude Plus 4WD SUV / Crossover Four-Wheel Drive Automatic

Sponsored Listing

2019 Jeep Cherokee

Latitude Plus 4WD

58,213 mi

Lake Katrine, NY
45 mi away
Good Deal

$16,799

Recommended model year:

2020 Jeep Cherokee

4.5

Shop 2020 Jeep Cherokee »
  • With 5,512 currently listed for sale and an average price of $17,761.00, 33.7% of 2020 Jeep Cherokees for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2020 Jeep Cherokee 4.77 / 5 stars.

  • 70.4% of 2020 Cherokee models on CarGurus are accident free.

  • The 2020 Jeep Cherokee impresses with its powerful V6 engine, offering a smooth ride and a spacious, well-equipped interior.

Research summarized using AI

 

Year:
2019
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
180 hp 2.4L I4
Exterior color:
Gray
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
58,213
Stock #:
V26263
VIN:
1C4PJMLB8KD258634
Gray 2019 Jeep Cherokee Latitude Plus 4WD SUV / Crossover Four-Wheel Drive Automatic

 

2019 Jeep Cherokee

Latitude Plus 4WD

58,213 mi

Lake Katrine, NY
45 mi away
Good Deal

$16,799

Year:
2020
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
271 hp 3.2L V6
Exterior color:
Bright White Clear Coat
Fuel type:
Gasoline
Interior color:
Black
Mileage:
81,493
Stock #:
M1467A
VIN:
1C4PJMDX8LD525735
Bright White Clear Coat 2020 Jeep Cherokee Limited 4WD SUV / Crossover Four-Wheel Drive

 

2020 Jeep Cherokee

Limited 4WD

81,493 mi

Watertown, CT
27 mi away
Fair Deal

$16,986

Page 1 of 30

FAQs

How much does the Jeep Cherokee cost in Winsted, CT?
The average Jeep Cherokee costs about $15,628.28. The average price has decreased by -2.6% since last year. The 654 for sale near Winsted, CT on CarGurus, range from $4,999 to $38,894 in price.
Is the Jeep Cherokee a good car?
CarGurus experts gave the 2026 Jeep Cherokee an overall rating of 7/10 and Jeep Cherokee owners have rated the vehicle a 4.5/5 stars on average. If a vehicle has both strong expert and owner reviews, you can feel confident in its quality. If either expert reviews, owner reviews, or both are spotty, you might want to do some research to figure out where the car falls short.
How many Jeep Cherokee vehicles in Winsted, CT have no reported accidents or damage?
586 out of 654 for sale near Winsted, CT have no reported accidents or damage.
Is the Jeep Cherokee safe?
CarGurus experts gave the 2026 Jeep Cherokee a safety rating of 7/10.
What fuel types are available?
Gasoline, Hybrid engines are available.

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